Enantioselective synthesis of indole derivatives by Rh/Pd relay catalysis and their anti-inflammatory evaluation

被引:28
|
作者
Li, Sifeng [1 ,2 ]
Wang, Zihao [1 ,2 ]
Xiao, Haitao [3 ]
Bian, Zhaoxiang [2 ]
Wang, Jun [1 ]
机构
[1] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
[2] Hong Kong Baptist Univ, Sch Chinese Med, Hong Kong, Peoples R China
[3] Shenzhen Univ, Hlth Sci Ctr, Sch Pharmaceut Sci, Shenzhen 518066, Peoples R China
关键词
RING-OPENING REACTION; ONE-POT SYNTHESIS; BIOLOGICAL EVALUATION; ASYMMETRIC-SYNTHESIS; IN-VITRO; OXABENZONORBORNADIENES; PALLADIUM; METAL; DESIGN; CYCLIZATION;
D O I
10.1039/d0cc03158e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient Rh/Pd relay catalyzed intermolecular and cascade intramolecular hydroamination for the synthesis of exclusivetrans1-indolyl dihydronaphthalenols (up to 88% yield, 99% ee) is described under mild conditions. Moreover, thein silicoandin vitroscreening showed that the novel 1-indolyl dihydronaphthalenol products are potent lead compounds for treating inflammation disease.
引用
收藏
页码:7573 / 7576
页数:4
相关论文
共 50 条
  • [1] Synthesis and anti-inflammatory activity of some new indole and indazole derivatives
    Amir, M
    Dhar, N
    Tiwari, SK
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1997, 36 (01): : 96 - 98
  • [2] Analgesic and Anti-Inflammatory Potential of Indole Derivatives
    Rudrapal, Mithun
    Celik, Ismail
    Chinnam, Sampath
    Cevik, Ulviye Acar
    Tallei, Trina Ekawati
    Nizam, Aatika
    Joy, Francis
    Abdellattif, Magda H.
    Walode, Sanjay G.
    POLYCYCLIC AROMATIC COMPOUNDS, 2023, 43 (09) : 7732 - 7753
  • [3] Synthesis and preliminary anti-inflammatory evaluation of xanthone derivatives
    Zelaszczyk, Dorota
    Lipkowska, Anna
    Szkaradek, Natalia
    Sloczynska, Karolina
    Gunia-Krzyzak, Agnieszka
    Librowski, Tadeusz
    Marona, Henryk
    HETEROCYCLIC COMMUNICATIONS, 2018, 24 (04) : 231 - 236
  • [4] Synthesis and anti-inflammatory evaluation of new sulfamoylheterocarboxylic derivatives
    Diaz, JA
    Morante, ME
    Vega, S
    Darias, V
    Abdala, S
    Delgado, L
    Heras, BD
    Villar, A
    Vivas, JM
    ARCHIV DER PHARMAZIE, 1996, 329 (05) : 229 - 238
  • [5] Synthesis and evaluation of the anti-inflammatory activity of quinoline derivatives
    Xiang Wen
    Shi-Ben Wang
    Da-Chuan Liu
    Guo-Hua Gong
    Zhe-Shan Quan
    Medicinal Chemistry Research, 2015, 24 : 2591 - 2603
  • [6] Synthesis and evaluation of the anti-inflammatory activity of quinoline derivatives
    Wen, Xiang
    Wang, Shi-Ben
    Liu, Da-Chuan
    Gong, Guo-Hua
    Quan, Zhe-Shan
    MEDICINAL CHEMISTRY RESEARCH, 2015, 24 (06) : 2591 - 2603
  • [7] Synthesis, Anti-inflammatory and Analgesic Evaluation of Thioxoquinazolinone Derivatives
    Rajasekaran, Aiyalu
    Rajamanickam, Velayuthem
    Darlinquine, Sabarimuthu
    YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 2011, 131 (07): : 1079 - 1084
  • [8] Synthesis and anti-inflammatory activity of indole glucosinolates
    Vo, Quan V.
    Trenerry, Craige
    Rochfort, Simone
    Wadeson, Jenny
    Leyton, Carolina
    Hughes, Andrew B.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2014, 22 (02) : 856 - 864
  • [9] Multicomponent reaction for synthesis, molecular docking, and anti-inflammatory evaluation of novel indole-thiazole hybrid derivatives
    Alkorbi, Faeza
    Alshareef, Shareefa Ahmed
    Abdelaziz, Mahmoud A.
    Omer, Noha
    Jame, Rasha
    Alatawi, Ibrahim Saleem
    Ali, Ali M.
    Omran, Omran A.
    Bakr, Rania B.
    MOLECULAR DIVERSITY, 2024,
  • [10] Synthesis and biological evaluation of new 3-substituted indole derivatives as potential anti-inflammatory and analgesic agents
    Radwan, Mohamed A. A.
    Ragab, Eman A.
    Sabry, Nermien M.
    El-Shenawy, Siham M.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (11) : 3832 - 3841